Oxygenated triacylglycerols of the lipids ofOnopordum acanthium seeds

The results on the structure and composition of the epoxyacyl-, hydroxyacyl-, and epoxyacylhydroxyacylacylglycerols ofOnopordum acanthium L. seeds obtained by enzymatic hydrolysis have been supplemented with the aid of mass spectrometry. The desirability of using a combination of the two methods for these purposes has been shown.     

Oxygenated acids of the lipids ofOnopordum acanthium seeds

The structures of the oxygenated fatty acids of the lipids ofOnopordum acanthium L. seeds have been studied by the methods of chemical, chromatographic, and spectral analyses. Triepoxy acids of the C₁₈ series and 24 monohydroxy acids with chain lengths of C₁₄–C₁₈ have been identified, of which the 8-OH-9Z,12Z-18:2 and the 14-OH-9Z,12Z-18:2 acids have been isolated as natural compounds for the first time.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 515–518, July–August, 1993.     

Nonglyceride complex of the seed oil ofOnopordum acanthium

Extraction of the comminuted seeds has yielded an oil from which have been isolated: C₃₃-C₂₅, C₁₈ and C₁₇ paraffinic hydrocarbons, C_18:1, C_18:2, C_18:3, C_17:1, C_17:2 and C_17:3 olefinic hydrocarbons, ethyl esters of C_32:0, C_31:0, C_30:0, C_29:0, and C_28:0 fatty acids, sterols with molecular weights of 414, 412, and 400, and the alcohols α-amyrin and lupeol with their natural acetates. Extraction of the uncomminuted seeds has shown that the paraffinic hydrocarbons, ethyl esters, and alcohol acetates pass into the oil from the husks of the seeds. This is the first time that the C_31:0 and C_29:0 fatty acids have been detected as natural compounds, and it is the first time that the ethyl esters of C₃₄, C₃₃, C₃₂, C₃₁, and C₃₀ fatty acids have been isolated from seed oils of higher plants.     

Oxygenated fatty acids of the seeds ofElaeagnus angustifolia

Among the oxidized lipids in the seed oil of the oliveElaeagnus angustifolia we have detected six epoxy acids and five hydroxy acids, of these 12-hydroxyoctadeca-8,10-dienone being new. Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, fax (3712) 89 14 75. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 715–719, November–December, 1994.     

Oxygenated triacylglycerols of the lipids ofOnopordum acanthium seeds

The results on the structure and composition of the epoxyacyl-, hydroxyacyl-, and epoxyacylhydroxyacylacylglycerols ofOnopordum acanthium L. seeds obtained by enzymatic hydrolysis have been supplemented with the aid of mass spectrometry. The desirability of using a combination of the two methods for these purposes has been shown.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 656–670, September–October, 1993.     

Oxygenated acids of the reserve lipids of Rumex paulsenianus

The composition of the fatty mono- and dihydroxy acids of the fruit ofRumex paulsenianus Rech. fil. (familyPolygonaceae) has been determined by a combination of IRS, UVS, GLC, and mass-spectrometric methods. (22) Monohydroxy acids of the C₁₄–C₂₀ series, including isomers and isologues, and four dihydroxy acids from C₁₈ to C₂₀, including a new isomeric 9-OH-10, 12–17:2 acid have been detected.Institute of the Chemistry of Plant Substances, Uzbek Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 762–765, November–December, 1991.     

Oxygenated acids of the reserve lipids of Rumex paulsenianus

The composition of the fatty mono- and dihydroxy acids of the fruit ofRumex paulsenianus Rech. fil. (familyPolygonaceae) has been determined by a combination of IRS, UVS, GLC, and mass-spectrometric methods. (22) Monohydroxy acids of the C₁₄–C₂₀ series, including isomers and isologues, and four dihydroxy acids from C₁₈ to C₂₀, including a new isomeric 9-OH-10, 12–17:2 acid have been detected.     

Oxygenated fatty acids of the seeds ofElaeagnus angustifolia

Among the oxidized lipids in the seed oil of the oliveElaeagnus angustifolia we have detected six epoxy acids and five hydroxy acids, of these 12-hydroxyoctadeca-8,10-dienone being new.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, fax (3712) 89 14 75. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 715–719, November–December, 1994.     

Neutral lipids of the seed oils ofOnopordum olgae andArcthium tomenthosum

A closeness of the compositions of neutral lipids of the seed oils ofOnopordum olgae andArcthium tomenthosum, family Asteraceae and a difference in the quantitative ratios in the set of hydrocarbons and fatty acids, both the free acids and those acylating glycerol, have been established. Four new groups of oxidized diacylglycerols have been isolated: 1, 3- and 1(3),2-hydroxyacylmonoacylglycerols and 1,3- and 1(3),2-epoxyacylmonoacylglycerols.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tachkent. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 312–316, May–June, 1980.     

Nonglyceride lipids of the seed coats ofArtemisia absinthium andOnopordum acanthium

The seed coats ofArtemisia absinthium andOnoporum acanthium have been shown to contain paraffinic hydrocarbons (C₃₁-C₂₅ and C₃₁-C₂₇, respectively), wax esters (C₃₂-C₂₃ and C₅₁-C₃₃), acetyltriterpenols (six types, five types), and acyltriterpenols with a predominance of palmitoyltriterpenols (esters of higher saturated unbranched C_32:0-C_12:0 fatty acids and triterpenols with a molecular weight of 426 belonging to the ursene group).Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 154–157, March–April, 1981.     

The lipids ofHibiscus seeds

The composition and amounts of various classes of lipids of the seeds of Hibiscus sp. have been investigated. Seven classes of neutral lipids, five of phospholipids, and five of glycolipids have been identified and their fatty-acid and triglyceride compositions have been established. The presence has been shown of 16 main types of triacylglycerols and 25 types of epoxyacyldiacylglycerols. An epoxy-18.0 and an epoxy-18:1 acid in a combined amount of 1.4% have been detected among the acids of the free lipids, together with 8.1% of cyclopropenoid acids.Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 40–44, January–February, 1995. Original article submitted October 24, 1994.     

Neutral lipids of the seeds ofOenothera biennis

The lipids and fatty acids of the seeds ofOenothera biennis L, fam. Onagraceae, have been studied with the aid of chemical, chromatographic, and spectral analyses. In the lipids we identified the usual and oxygenated acylglycerides and five classes of lipophilic substances. The structures of four epxy acids and of 22 hydroxy acids have been determined. The physiologically active 18:3(6,9,12)- acid was found in all the acylcontaining classes.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, fax (371) 1206475. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 317–321, May–June, 1999.     

Neutral lipids ofXanthium strumarium seeds

Chemical, chromatographic, and spectral methods are used for the first time to analyze neutral lipids, ordinary and hydroxylated fatty acids, and lipophilic components ofXanthium strumarium L. seeds.S. Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, fax (99871) 120 64 75. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 103–105, March–April, 2000.     

Neutral lipids ofCitrullus vulgaris seeds

The qualitative and quantitative compositions of the neutral lipids of watermelon seeds have been studied. The fatty acid compositions of the acyl-containing lipids have been determined. In the triacylglycerols the main forms are those in which the sn-2 position is substituted by linoleic acid.Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 494–495, May–June, 1995. Original article submitted May 30, 1994.     

Neutral lipids of the seeds of Eremostachys moluccelloides

Summary From the sum of the neutral lipids of the seeds ofE. moluccelloides we have isolated the natural di-and monoglycerides, have determined their structure, and have established that these classes of lipids contain a higher amount of saturated acids in the position than the triglycerides of the seeds.It has also been established that in the hydrolysis of natural diglycerides with the nonspecific lipase of the fungusO. lactis synthetic triglycerides are formed that differ from natural triglycerides by an increased amount of saturated acids.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Microbiology Division of the Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 44–48, January–February, 1978.     

Neutral lipids from seeds of Asteraceae plants

Lipids from seeds of three plants of the Asteraceae family, Cousinia franchetii, Arctium leiospermum, and Rhaponticum integrifolium, were studied. The principal constituents of lipids from the three plants were shown to be acylglycerides of ordinary fatty acids and oxygenated fatty acids using chemical and chromatographic analyses. The composition of the ordinary unoxidized and epoxy acids was determined by GC. Presented at the 7th International Symposium on the Chemistry of Natural Compounds, October 16–18, 2007, Tashkent, Uzbekistan __________ Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 115–117, March–April, 2008.